Formamide, N-methyl-

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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

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Individual Reactions

C2H4NO- + Hydrogen cation = Formamide, N-methyl-

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Δr1508. ± 8.8kJ/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Δr1479. ± 8.4kJ/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale; B

pyrrolide anion + Formamide, N-methyl- = (pyrrolide anion • Formamide, N-methyl-)

By formula: C4H4N- + C2H5NO = (C4H4N- • C2H5NO)

Quantity Value Units Method Reference Comment
Δr110. ± 8.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr130.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

C2H4NO- + Formamide, N-methyl- = (C2H4NO- • Formamide, N-methyl-)

By formula: C2H4NO- + C2H5NO = (C2H4NO- • C2H5NO)

Quantity Value Units Method Reference Comment
Δr120. ± 8.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr130.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

Lithium ion (1+) + Formamide, N-methyl- = (Lithium ion (1+) • Formamide, N-methyl-)

By formula: Li+ + C2H5NO = (Li+ • C2H5NO)

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
166.373.CIDCHerreros, Gal, et al., 1999RCD

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin J.A.GILPIN DOW CHEM. CO., MIDLAND, MICHIGAN, USA
NIST MS number 143

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UV/Visible spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Nielsen and Schellman, 1967
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 3944
Instrument n.i.g.
Melting point -3.8
Boiling point 199.5

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]

Meot-Ner (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [all data]

Herreros, Gal, et al., 1999
Herreros, M.; Gal, J.-F.; Maria, P.-C.; Decouzon, M., Gas-Phase Basicity of Simple Amides Toward Proton and Lithium Cation: An Experimental and Theoretical Study, Eur. J. Mass Spectrom., 1999, 5, 1, 259, https://doi.org/10.1255/ejms.282 . [all data]

Nielsen and Schellman, 1967
Nielsen, E.B.; Schellman, J.A., The absorption spectra of simple amides and peptides, J. Phys. Chem., 1967, 71, 7, 2297-2304. [all data]


Notes

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